Malachite green

Athanor · official

C₂₃H₂₅ClN₂ · 364.9 g/mol

IUPAC name: [4-[[4-(dimethylamino)phenyl]-phenylmethylidene]cyclohexa-2,5-dien-1-ylidene]-dimethylazanium chloride

Also called basic green 4, aniline green, spore stain

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Drawn from its SMILES with RDKit

DangerHarmful if swallowed · Causes serious eye damage · Very toxic to aquatic life · Very toxic to aquatic life with long lasting effects

Names and identifiers

IUPAC name: [4-[[4-(dimethylamino)phenyl]-phenylmethylidene]cyclohexa-2,5-dien-1-ylidene]-dimethylazanium chloride
Synonyms: basic green 4, aniline green, spore stain
+ 38 more
Basic Green 4, Malachite green chloride, Aniline Green, China Green, Victoria Green B, Grenoble Green, Diamond Green B, Benzaldehyde Green, Victoria Green, Benzal Green, Burma Green B, Diamond Green Bx, Light Green N, Solid Green O, Victoria Green S, Fast Green O, Green MX, Calcozine Green V, Malachite Green A, Malachite Green B, Solid Green Crystals O, Victoria Green WB, C.I. Basic Green 4, Malachite Green AN, Malachite Green CP, Malachite Green WS, Oji Malachite Green, Tertrophene Green M, Victoria Green WPB, CI Basic Green 4, Green Malaquite, Malachite Green J3E, Astra Malachite Green, Diamond Green B extra, Malachite Green Powder, Mitsui Malachite Green, Viride Malachitum, Diamond Green P Extra
Molecular formula: C₂₃H₂₅ClN₂
Empirical formula: C₂₃H₂₅ClN₂
Molecular weight: 364.9 g/mol
Exact mass: 364.17063
CAS number: 569-64-2
PubChem CID: 11294
Canonical SMILES: CN(C)C1=CC=C(C=C1)C(=C2C=CC(=[N+](C)C)C=C2)C3=CC=CC=C3.[Cl-]
Isomeric SMILES: CN(C)C1=CC=C(C=C1)C(=C2C=CC(=[N+](C)C)C=C2)C3=CC=CC=C3.[Cl-]
InChI: InChI=1S/C23H25N2.ClH/c1-24(2)21-14-10-19(11-15-21)23(18-8-6-5-7-9-18)20-12-16-22(17-13-20)25(3)4;/h5-17H,1-4H3;1H/q+1;/p-1
InChIKey: FDZZZRQASAIRJF-UHFFFAOYSA-M
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Physical properties

TemperaturePressureDensity

Appearance: C.i. basic green 4 appears as green crystals with metallic luster. Water solutions are blue-green. Used in dyeing silk, wool, biological staining, etc.[1]
2 values
From CAMEO Chemicals, the most authoritative source here.
Value As written Source
–shown C.i. basic green 4 appears as green crystals with metallic luster. Water solutions are blue-green. Used in dyeing silk, wool, biological staining, etc. [1] CAMEO Chemicals
– Wet Solid; Liquid [2] EPA Chemical Data Reporting (CDR)
Solubility in water: In water, 4.0 × 10⁴ mg/L at 25 °C[3]
2 values
From Hazardous Substances Data Bank (HSDB), the most authoritative source here.
Value As written Source
– Sol 1 /part/ in 15 /parts/ of water and 1 /part/ in 15 /parts/ of alcohol. [3] Hazardous Substances Data Bank (HSDB)cites Reynolds, J.E.F., Prasad, A.B. (eds.) Martindale-The Extra Pharmacopoeia. 28th ed. London: The Pharmaceutical Press, 1982., p. 568
–shown In water, 4.0X10+4 mg/L at 25 °C [3] Hazardous Substances Data Bank (HSDB)cites Baughman GL et al; Dye Solubilities in: Advances in Color Chemistry, Freeman M, Peters MT, eds., NY, NY: Elsevier (1993)
log P: log Kow = 0.62[3]
Vapor pressure: 2.4 × 10⁻¹³ mmHg at 25 °C (estimated)[3]

Value	As written	Source
–shown	C.i. basic green 4 appears as green crystals with metallic luster. Water solutions are blue-green. Used in dyeing silk, wool, biological staining, etc.	[1] CAMEO Chemicals
–	Wet Solid; Liquid	[2] EPA Chemical Data Reporting (CDR)

Value	As written	Source
–	Sol 1 /part/ in 15 /parts/ of water and 1 /part/ in 15 /parts/ of alcohol.	[3] Hazardous Substances Data Bank (HSDB)cites Reynolds, J.E.F., Prasad, A.B. (eds.) Martindale-The Extra Pharmacopoeia. 28th ed. London: The Pharmaceutical Press, 1982., p. 568
–shown	In water, 4.0X10+4 mg/L at 25 °C	[3] Hazardous Substances Data Bank (HSDB)cites Baughman GL et al; Dye Solubilities in: Advances in Color Chemistry, Freeman M, Peters MT, eds., NY, NY: Elsevier (1993)

Each value as its source reports it, with the source's number after it (listed under References). Where several sources report a property, the row shows the value most of them agree on, the rule the app uses; open the values to see every one.

Calculated

Heavy atoms: 26
Rings: 3
Aromatic rings: 3
Fraction sp³ carbons (Fsp3): 0.17
H-bond donors: 0
H-bond acceptors: 2
Rotatable bonds: 5 computed here · PubChem 3
TPSA (Å²): 6.5 computed here · PubChem 6.3
Formal charge: 0
Complexity: 516 PubChem
Stereocenters: None
Double-bond geometry: None specified
Point group: C2 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

C75.70%
H6.91%
Cl9.72%
N7.68%

Isotope pattern

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P: 1.84 Crippen (Wildman and Crippen 1999)
log S (water solubility): -3.45 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 3.06 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 364.92
log P ≤ 5 (Crippen): 1.84
H-bond donors ≤ 5: 0
H-bond acceptors ≤ 10: 2

Passes all four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

Danger

Harmonized EU classification (CLP Annex VI). Source [4].

Corrosive
Harmful or irritant
Health hazard
Environmental hazard

H302Harmful if swallowed
H318Causes serious eye damage
H400Very toxic to aquatic life
H410Very toxic to aquatic life with long lasting effects

Precautionary statements: P203, P264, P264+P265, P270, P273, P280, P301+P317, P305+P354+P338, P317, P318, P330, P391, P405, P501

View all classifications (4)

[4] Regulation (EC) No 1272/2008 of the European Parliament and of the Council · DangerH302, H318, H400, H410
[5] European Chemicals Agency (ECHA) · 215 reports · DangerH301, H302, H318, H361, H400, H410
[5] European Chemicals Agency (ECHA) · 39 reports · DangerH302, H318
[5] European Chemicals Agency (ECHA) · 2 reports · DangerH302, H314, H351, H400, H410

First aid

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: Refer to the "General First Aid" section. Specific First Aid: For corrosives, in case of contact, immediately flush skin or eyes with running water for at least 30 minutes. Additional flushing may be required. (ERG, 2024)[1]

Safety data sheets on the supplier’s page: eMolecules, LGC Standards, Smolecule.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

[1]CAMEO Chemicals · Public domain (NOAA) · via PubChem · retrieved 2026-10-14
[2]EPA Chemical Data Reporting (CDR) · Public domain (US EPA) · via PubChem · retrieved 2026-10-14
[3]Hazardous Substances Data Bank (HSDB) · Public domain (US NLM) · via PubChem · retrieved 2026-10-14
[4]Regulation (EC) No 1272/2008 of the European Parliament and of the Council · EU reuse policy, CC BY 4.0 · via PubChem · retrieved 2026-10-14
[5]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
[6]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
·Literature on PubChem

Data last updated 2026-10-14.